Jobs in the United States

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Territory Sales Manager - CCST (Annapolis, MD)
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Senior Manager, Program Management Operations
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- $28.36 to $48.42 USD / hour
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- $27.5 USD / hour
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Collective Residential

Director, Training & Development

Remote, United States

Apply on jobs.workable.com About employer

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Job details

Experience: 10+ years of experience in learning and development, training, or organizational development, including leading programs across multiple locations or business units.
Posting language: English
Posted: Nov 10, 2026

Original job description

About Collective Residential Collective Residential is transforming property management and investment through innovation, technology, and people. As a private equity-backed platform, we acquire, integrate, and optimize operating companies and real estate portfolios across the U.S., building a modern, tech-enabled foundation for scalable growth. As we continue to scale, we are seeking a hands-on Director of Training & Development to build and lead learning across Collective’s property management companies. You’ll shape how employees onboard, adopt new technology, grow as leaders, and adapt as the business evolves, from on-site teams to corporate functions.

What You’ll Do Learning Strategy, Design & Delivery

This is a hands-on role. The Director sets the learning strategy and personally designs, builds, and delivers the programs that carry it out, working without a dedicated team and drawing on subject matter experts across the business.
Own the training strategy across Collective’s property management companies, aligning learning priorities with operational goals, employee development, technology adoption, and the evolving needs of the business.
Personally design, develop, and deliver training content from start to finish, including needs assessment, instructional design, materials, facilitation, and evaluation.
Build consistent, role-specific onboarding programs for on-site employees, including structured learning plans, hands-on practice, manager check-ins, and proficiency assessments.
Deliver training in multiple formats, including live instruction, virtual sessions, short learning modules, field coaching, and peer learning, to meet the needs of a distributed workforce.
Partner with operators and subject matter experts across the portfolio to capture their expertise and co-deliver content, while keeping ownership of quality, consistency, and results.
Independently manage the training calendar, budget, and learning tools, and lay the groundwork for a train-the-trainer model as the program grows.

Technology & Change Adoption

Own technology training and adoption, partnering with IT, Innovation, Operations, and software providers to help employees effectively use property management systems, resident platforms, AI tools, and other core technologies.
Establish recurring office hours and ongoing learning opportunities to answer questions, reinforce training, troubleshoot workflow challenges, and identify recurring knowledge gaps.
Support centralization efforts by translating redesigned processes into practical training, documenting responsibilities and handoffs between on-site and centralized teams, and preparing employees to operate successfully within the new model.
Partner with HR and Operations to modernize on-site job descriptions so that responsibilities, required skills, and performance expectations reflect changes in technology, automation, centralized support, and resident service delivery.

Core Programs

Develop and maintain core multifamily training programs covering leasing and sales, renewals, resident engagement, service recovery, delinquency management, financial fundamentals, and property operating procedures.
Coordinate maintenance and service-team training with maintenance leaders and subject matter experts, including work-order management, preventive maintenance, unit turns, safety, and resident interactions.
Build leadership and career development programs that strengthen coaching, communication, accountability, financial acumen, and people management while preparing employees for advancement.
Partner with HR, Legal, Compliance, and operational leaders to deliver required training, including fair housing, workplace conduct, safety, and applicable affordable housing requirements; maintain completion records and refresher schedules.

Acquisitions & Integration

Support acquisitions and property transitions by assessing training needs, introducing Collective’s systems and operating standards, and delivering targeted onboarding and reinforcement during integration.

Knowledge Management & Learning Systems

Create and maintain a centralized learning and knowledge resource with current SOPs, playbooks, recorded demonstrations, quick-reference guides, and FAQs that employees can easily access in the flow of work.
Oversee Grace Hill management, including content creation and selection, role-based assignments, reporting, vendor performance, and alignment with internal training priorities.

Measuring Impact

Identify performance and skill gaps through operational data, property visits, employee feedback, and leader input; distinguish training needs from process or system issues and coordinate appropriate solutions.
Measure training effectiveness beyond course completion by tracking employee proficiency, time to productivity, technology adoption, and relevant operational outcomes, and use the findings to continuously improve programs.
Other duties as assigned.
10+ years of experience in learning and development, training, or organizational development, including leading programs across multiple locations or business units.
Experience in multifamily or property management.
A track record of designing onboarding, systems/technology training, and leadership development programs.
Hands-on experience managing an LMS; Grace Hill experience is a plus.
Experience leading technology adoption and change management initiatives.
Comfort using data to identify skill gaps and measure training impact.
Strong facilitation, communication, and stakeholder management skills, with the ability to influence leaders at all levels.
Ability to travel 10–15% to properties; most training is delivered virtually.
Bachelor’s degree or equivalent combination of education and experience.
Base salary and bonus potential, commensurate with experience.
Comprehensive benefits package including medical, dental, vision, and 401(k).
Leave benefits include PTO, sick time, and holidays.
An environment of continual growth and development.

Collective Residential is an Equal Opportunity Employer. All qualified applicants will receive consideration for employment without regard to race, color, religion, sex, national origin, age, disability, or any other status protected by applicable federal, state, or local law.

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Jobs in the United States